$
206 N HIGHLAND AVE
Winter Garden, Orange, FL, 34787
Active$1,050,000
$559/sqft
3Beds
3Baths
1,880Sq Ft
1925Built
24Days on Market
About this home
Welcome to a beautifully renovated Historic Craftsman in the highly desired Golf Cart District of Downtown Winter Garden! ??his charming Winter Garden historic home offers the character, craftsmanship, and timeless details of a classic home with the peace of mind of extensive modern updates. The roof was replaced in 2024, and the home features all-new electrical, plumbing, HVAC, and thoughtful renovations throughout while preserving the charm that makes historic homes so special. inside, you'll find a dedicated home office, inviting living spaces, and original character blended seamlessly with modern finishes and everyday functionality. Outside, two charming porches provide the perfect spots to enjoy your morning coffee, relax with friends, or take in the character of this established neighborhood. Location is everything, and this home puts you right in the heart of the Downtown Winter Garden lifestyle. Located within the highly sought-after Golf Cart District and in close proximity to Downtown Winter Garden, you can easily enjoy the weekly farmers market, seasonal festivals, local restaurants, boutique shops, entertainment, and community events. If you've been searching for a historic home in Winter Garden, a renovated Craftsman, a move-in-ready home with major systems already updated, a golf-cart-friendly property, or a home close to Downtown Winter Garden, this is a rare opportunity to enjoy historic charm without sacrificing modern comfort.
Facts & Features
MLS ID#MFRO6444632
Price$1,050,000
StatusActive
Bedrooms3
Bathrooms3
Full Baths2
Half Baths1
Square Footage1,880 sqft
Acres0.2400
Year Built1925
TypeResidential
SubtypeSingle Family Residence
StyleHistoric, Craftsman
Community Information
Address206 N HIGHLAND AVE
SubdivisionCooper & Sewell Add
CityWinter Garden
CountyOrange
StateFL
Zip Code34787
Senior CommunityNo
Amenities
AmenitiesN/A
ParkingN/A
ViewNo
WaterfrontNo
PoolNo
Interior
Interior FeaturesWalk-In Closet(s), Living Room/Dining Room Combo, Kitchen/Family Room Combo, Stone Counters, Built-in Features, Primary Bedroom Main Floor
HeatingCentral
CoolingCentral Air
FlooringCeramic Tile, Wood
FireplaceFamily Room, Gas, Non Wood Burning, Masonry
StoriesN/A
AppliancesDishwasher, Disposal, Microwave, Refrigerator, Electric Water Heater, Range, Range Hood
Exterior
Exterior FeaturesLighting
ConstructionWood Siding
FoundationCrawlspace
RoofShingle
FencingN/A
Lot FeaturesCity Limits, Paved, Historic District
School Information
ElementaryDillard Street Elem
MiddleLakeview Middle
HighWest Orange High
Additional Information
Date ListedSeptember 29, 2026
Days on Market24
ZoningR-2
Direction FacesWest
New ConstructionNo
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24 days on market
Listed by: Erica Diaz · 407-897-5400—HOMEVEST REALTY · 407-897-5400
Updated from Real Estate Market Data
MLS/IDX data last updated: October 24, 2026 2:03 PM . All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information
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